alpha,omega-Bis(3-methacryloxypropyldimethylsilyl)-terminated polydimethylsiloxane
[CAS# 58130-03-3]

Identification

• Classification: Catalysts and additives >> Polymer
• Name: alpha,omega-Bis(3-methacryloxypropyldimethylsilyl)-terminated polydimethylsiloxane
• Synonyms: Methacryloxypropyl-terminated polydimethylsiloxane; PS 583; SP 1; SP 1 (silicone); Silaplane FM 7711; Silaplane FM 7721; Silaplane FM 7725; Silaplane FM 7726; X 22-164A; X 22-164B; X 22-164C; X 22-164E
• CAS Registry Number: 58130-03-3
• EC Number: 805-012-7
• SMILES: CC(=C)C(=O)OCCC[Si](C)(C)O[Si](C)(C)O[Si](C)(C)CCCOC(=O)C(=C)C

Properties

• Density: 0.98 g/cm^3*
• Refractive index: 1.404^*

^* "Metal-Organics Catalog" physical property data were obtained from Gelest, Inc. of Morrisville, Pennsylvania (US)

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H319
• Precautionary Statements: P264+P265-P280-P305+P351+P338-P337+P317

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319

Discovory and Applicatios

alpha,omega-Bis(3-methacryloxypropyldimethylsilyl)-terminated polydimethylsiloxane, also known as a silane-terminated polydimethylsiloxane (PDMS), is a versatile compound used in various industrial and chemical applications. This chemical substance combines the well-known properties of polydimethylsiloxane (PDMS) with the reactivity of methacrylate groups, making it highly useful for applications in coatings, adhesives, and as a coupling agent in polymer chemistry.

The discovery of this compound lies in the broader exploration of silane-modified PDMS materials. Polydimethylsiloxane, a silicon-based organic polymer, has long been known for its unique properties, such as flexibility, thermal stability, and low surface tension. However, to expand its range of applications, modifications with reactive groups like methacrylate were introduced to enable better compatibility with other materials, particularly in the formation of composites and crosslinked systems. The incorporation of methacryloxypropyl groups allows the PDMS to undergo radical polymerization, enhancing its versatility in various formulations.

One of the key applications of alpha,omega-Bis(3-methacryloxypropyldimethylsilyl)-terminated polydimethylsiloxane is in the field of adhesives and sealants. The compound’s methacrylate functionality enables it to form strong covalent bonds with a wide range of substrates, including metals, glass, and plastics. This property is particularly valuable in industries such as automotive, aerospace, and electronics, where high-performance adhesive systems are required. The silane groups also enhance the adhesion to inorganic surfaces, improving the durability and stability of the adhesive bonds.

Another significant application of this compound is in the preparation of silicone-based composites. The presence of methacrylate groups allows it to be crosslinked with other monomers or polymers, creating materials with improved mechanical properties and resistance to environmental factors such as heat and moisture. These crosslinked PDMS composites find use in coatings, particularly in the automotive and electronics industries, where durable, heat-resistant coatings are essential. The ability to modify the surface properties of PDMS also allows it to be tailored for use in applications such as protective films and lubricants.

In addition to its industrial applications, alpha,omega-Bis(3-methacryloxypropyldimethylsilyl)-terminated polydimethylsiloxane plays a critical role in the field of biomedical engineering. The compound is often utilized as a component in the fabrication of drug delivery systems and biomedical devices, where its flexibility, biocompatibility, and ease of functionalization make it an attractive material. By incorporating other bioactive molecules into the polymer matrix, researchers have developed controlled-release drug delivery systems for various therapeutic applications.

Moreover, this silane-terminated PDMS is used in the synthesis of hybrid organic-inorganic materials, where the combination of PDMS’s flexibility and methacrylate's reactivity provides an ideal balance between mechanical strength and processability. Such materials are commonly used in the fabrication of flexible electronic devices, solar cells, and other advanced materials where the properties of both organic and inorganic components are required.

Overall, the discovery and applications of alpha,omega-Bis(3-methacryloxypropyldimethylsilyl)-terminated polydimethylsiloxane have greatly expanded the utility of PDMS, particularly in the development of advanced materials for a wide range of industries.